WO2010044638A3 - Procede de preparation d'au moins 60% cis-di(c4-c20)alkyl cyclohexane-1,4-dicarboxylate - Google Patents

Procede de preparation d'au moins 60% cis-di(c4-c20)alkyl cyclohexane-1,4-dicarboxylate Download PDF

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Publication number
WO2010044638A3
WO2010044638A3 PCT/KR2009/005980 KR2009005980W WO2010044638A3 WO 2010044638 A3 WO2010044638 A3 WO 2010044638A3 KR 2009005980 W KR2009005980 W KR 2009005980W WO 2010044638 A3 WO2010044638 A3 WO 2010044638A3
Authority
WO
WIPO (PCT)
Prior art keywords
dicarboxylate
cis
cyclohexane
alkyl cyclohexane
preparing
Prior art date
Application number
PCT/KR2009/005980
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English (en)
Other versions
WO2010044638A2 (fr
Inventor
Kyong-Jun Yoon
Young-Kyun Choi
Original Assignee
Hanwha Chemical Corporation
Priority date (The priority date is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the date listed.)
Filing date
Publication date
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Application filed by Hanwha Chemical Corporation filed Critical Hanwha Chemical Corporation
Priority to CN200980140773.7A priority Critical patent/CN102186805B/zh
Priority to JP2011532023A priority patent/JP5586612B2/ja
Priority to EP09820788.9A priority patent/EP2344443B1/fr
Priority to US13/124,803 priority patent/US8299292B2/en
Publication of WO2010044638A2 publication Critical patent/WO2010044638A2/fr
Publication of WO2010044638A3 publication Critical patent/WO2010044638A3/fr
Priority to US13/612,307 priority patent/US20130053492A1/en

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Classifications

    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C51/00—Preparation of carboxylic acids or their salts, halides or anhydrides
    • C07C51/347—Preparation of carboxylic acids or their salts, halides or anhydrides by reactions not involving formation of carboxyl groups
    • C07C51/353—Preparation of carboxylic acids or their salts, halides or anhydrides by reactions not involving formation of carboxyl groups by isomerisation; by change of size of the carbon skeleton
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C69/00—Esters of carboxylic acids; Esters of carbonic or haloformic acids
    • C07C69/74—Esters of carboxylic acids having an esterified carboxyl group bound to a carbon atom of a ring other than a six-membered aromatic ring
    • C07C69/75—Esters of carboxylic acids having an esterified carboxyl group bound to a carbon atom of a ring other than a six-membered aromatic ring of acids with a six-membered ring
    • B—PERFORMING OPERATIONS; TRANSPORTING
    • B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
    • B01J—CHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS OR COLLOID CHEMISTRY; THEIR RELEVANT APPARATUS
    • B01J31/00—Catalysts comprising hydrides, coordination complexes or organic compounds
    • B01J31/26—Catalysts comprising hydrides, coordination complexes or organic compounds containing in addition, inorganic metal compounds not provided for in groups B01J31/02 - B01J31/24
    • B01J31/38—Catalysts comprising hydrides, coordination complexes or organic compounds containing in addition, inorganic metal compounds not provided for in groups B01J31/02 - B01J31/24 of titanium, zirconium or hafnium
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C51/00—Preparation of carboxylic acids or their salts, halides or anhydrides
    • C07C51/42—Separation; Purification; Stabilisation; Use of additives
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C67/00—Preparation of carboxylic acid esters
    • C07C67/03—Preparation of carboxylic acid esters by reacting an ester group with a hydroxy group
    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08K—Use of inorganic or non-macromolecular organic substances as compounding ingredients
    • C08K5/00—Use of organic ingredients
    • C08K5/04—Oxygen-containing compounds
    • C08K5/10—Esters; Ether-esters
    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08K—Use of inorganic or non-macromolecular organic substances as compounding ingredients
    • C08K5/00—Use of organic ingredients
    • C08K5/04—Oxygen-containing compounds
    • C08K5/10—Esters; Ether-esters
    • C08K5/12—Esters; Ether-esters of cyclic polycarboxylic acids
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07B—GENERAL METHODS OF ORGANIC CHEMISTRY; APPARATUS THEREFOR
    • C07B2200/00—Indexing scheme relating to specific properties of organic compounds
    • C07B2200/09—Geometrical isomers
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C2601/00—Systems containing only non-condensed rings
    • C07C2601/12—Systems containing only non-condensed rings with a six-membered ring
    • C07C2601/14—The ring being saturated
    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08K—Use of inorganic or non-macromolecular organic substances as compounding ingredients
    • C08K5/00—Use of organic ingredients
    • C08K5/0008—Organic ingredients according to more than one of the "one dot" groups of C08K5/01 - C08K5/59
    • C08K5/0016—Plasticisers

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  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Engineering & Computer Science (AREA)
  • Medicinal Chemistry (AREA)
  • Polymers & Plastics (AREA)
  • Health & Medical Sciences (AREA)
  • Oil, Petroleum & Natural Gas (AREA)
  • Inorganic Chemistry (AREA)
  • Materials Engineering (AREA)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
  • Low-Molecular Organic Synthesis Reactions Using Catalysts (AREA)
  • Compositions Of Macromolecular Compounds (AREA)
  • Heterocyclic Carbon Compounds Containing A Hetero Ring Having Oxygen Or Sulfur (AREA)

Abstract

L'invention concerne un procédé de préparation d'au moins 60% cis-di(C4-C20)alkyl cyclohexane-l,4-dicarboxylate qui présente une propriété plastifiante supérieure pour la résine PVC. En lieu et place d'une propriété plastifiante ou d'un dérivé ester aromatique à base de téréphthalate, les 60% au moins cis-diméthyl cyclohexane-l,4-dicarboxylate sont utilisés comme matériau de départ. Les 60% au moins cis-diméthyl cyclohexane-1,4-dicarboxylate sont soumis à une estérification avec (C4-C20) alcool primaire pour préparer au moins 60% cis-di(C4-C20)alkyl cyclohexane-1,4-dicarboxylate. Le méthanol obtenu comme sous produit pendant la transestérification est évacué et une partie de l'alcool primaire, qui s'est évaporé, est recyclé. Ainsi, les 60% au moins cis-di(C4-C20)alkyl cyclohexane-l,4-dicarboxylate présentent des caractéristiques plastifiantes supérieures, y compris une bonne efficacité de plastification pour la résine PVC, un taux d'absorption élevé, une bonne transparence de produit après gélification, moins de saignement en direction de la surface après une longue utilisation, et ainsi de suite.
PCT/KR2009/005980 2008-10-16 2009-10-16 Procede de preparation d'au moins 60% cis-di(c4-c20)alkyl cyclohexane-1,4-dicarboxylate WO2010044638A2 (fr)

Priority Applications (5)

Application Number Priority Date Filing Date Title
CN200980140773.7A CN102186805B (zh) 2008-10-16 2009-10-16 制备60%或以上的顺-环己烷-1,4-二甲酸(c4-c20)烷基酯的方法
JP2011532023A JP5586612B2 (ja) 2008-10-16 2009-10-16 ６０％以上のシス−ジ（ｃ４−ｃ２０）アルキルシクロヘキサン−１，４−ジカルボキシレートの製造方法
EP09820788.9A EP2344443B1 (fr) 2008-10-16 2009-10-16 Utilisation de composes comme plastifiant pour le pvc
US13/124,803 US8299292B2 (en) 2008-10-16 2009-10-16 Method of preparing of 60% or more CIS-DI(C4-C20)alkyl cyclohexane-1,4-dicarboxylate
US13/612,307 US20130053492A1 (en) 2008-10-16 2012-09-12 Polyvinylchloride Composition with a DI(C4-C20)Alkyl Cyclohexane-1,4-Dicarboxylate Having High CIS Content

Applications Claiming Priority (4)

Application Number Priority Date Filing Date Title
KR20080101629 2008-10-16
KR10-2008-0101629 2008-10-16
KR10-2009-0063075 2009-07-10
KR1020090063075A KR101099127B1 (ko) 2008-10-16 2009-07-10 60%이상의 시스 디(ｃ4-ｃ20)알킬 시클로헥산-1,4-디카르복실레이트의 제조방법

Related Child Applications (1)

Application Number Title Priority Date Filing Date
US13/612,307 Division US20130053492A1 (en) 2008-10-16 2012-09-12 Polyvinylchloride Composition with a DI(C4-C20)Alkyl Cyclohexane-1,4-Dicarboxylate Having High CIS Content

Publications (2)

Publication Number Publication Date
WO2010044638A2 WO2010044638A2 (fr) 2010-04-22
WO2010044638A3 true WO2010044638A3 (fr) 2010-07-29

Family

ID=42217917

Family Applications (1)

Application Number Title Priority Date Filing Date
PCT/KR2009/005980 WO2010044638A2 (fr) 2008-10-16 2009-10-16 Procede de preparation d'au moins 60% cis-di(c4-c20)alkyl cyclohexane-1,4-dicarboxylate

Country Status (7)

Country Link
US (2) US8299292B2 (fr)
EP (1) EP2344443B1 (fr)
JP (1) JP5586612B2 (fr)
KR (1) KR101099127B1 (fr)
CN (1) CN102186805B (fr)
TW (1) TWI408123B (fr)
WO (1) WO2010044638A2 (fr)

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US7973194B1 (en) 2010-03-18 2011-07-05 Eastman Chemical Company High solvating cyclohexane dicarboxylate diesters plasticizers
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WO2013143824A1 (fr) 2012-03-30 2013-10-03 Exxonmobil Chemical Patents Inc. Procédé de préparation d'esters de téréphtalate
WO2013143825A1 (fr) 2012-03-30 2013-10-03 Exxonmobil Chemical Patents Inc. Procédé d'estérification
CN103664613A (zh) * 2013-12-13 2014-03-26 佛山市顺德区天晟贸易有限公司 一种非线性增塑剂及其制备方法和应用
JP6333045B2 (ja) * 2014-04-25 2018-05-30 リケンテクノス株式会社 塩化ビニル系樹脂組成物
JP2016044296A (ja) * 2014-08-27 2016-04-04 リケンテクノス株式会社 医療用塩化ビニル系樹脂組成物、及びそれからなる医療用器具
JP6568679B2 (ja) * 2014-08-27 2019-08-28 リケンテクノス株式会社 塩化ビニル系樹脂組成物
JP2016074876A (ja) * 2014-10-08 2016-05-12 新日本理化株式会社 １，４−シクロヘキサンジカルボン酸ジエステルからなる塩化ビニル系樹脂用可塑剤
KR102090294B1 (ko) * 2016-04-22 2020-03-17 주식회사 엘지화학 가소제 조성물 및 이를 포함하는 수지 조성물
WO2018128314A1 (fr) * 2017-01-04 2018-07-12 주식회사 엘지화학 Composition de plastifiant comprenant un composé à base de 1,4-diester de cyclohexane et composition de résine la comprenant
KR102123151B1 (ko) * 2017-06-13 2020-06-15 (주)휴이노베이션 친환경 가소제 및 이를 포함하는 수지 조성물
TWI690510B (zh) 2018-12-04 2020-04-11 南亞塑膠工業股份有限公司 一種提高環己烷-１,４-二甲酸二異辛酯產率的氫化方法
KR102501597B1 (ko) * 2019-09-25 2023-02-20 주식회사 엘지화학 디에스테르계 조성물의 제조 시스템 및 제조방법
KR102595882B1 (ko) * 2019-09-25 2023-10-30 주식회사 엘지화학 디에스터계 조성물의 제조 시스템 및 제조방법
KR102246868B1 (ko) 2019-12-30 2021-05-03 한화솔루션 주식회사 에스테르계　화합물 및 이의 용도
KR20220118122A (ko) * 2021-02-18 2022-08-25 한화솔루션 주식회사 가소제 조성물, 및 이를 포함하는 실란트/접착제 조성물
KR102531143B1 (ko) * 2021-05-03 2023-05-11 (주)네오 신규 사이클로헥산계 에스테르 조성물 및 이의 제조방법

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Also Published As

Publication number Publication date
TW201016658A (en) 2010-05-01
US20130053492A1 (en) 2013-02-28
EP2344443A4 (fr) 2014-08-20
JP2012505877A (ja) 2012-03-08
CN102186805B (zh) 2014-04-23
US20110263770A1 (en) 2011-10-27
CN102186805A (zh) 2011-09-14
EP2344443A2 (fr) 2011-07-20
EP2344443B1 (fr) 2019-09-18
US8299292B2 (en) 2012-10-30
JP5586612B2 (ja) 2014-09-10
WO2010044638A2 (fr) 2010-04-22
KR101099127B1 (ko) 2011-12-26
KR20100042579A (ko) 2010-04-26
TWI408123B (zh) 2013-09-11

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